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    • A naughty housemaid with ripped black pantyhose tried the thickest dildo into her sissy pussy and moaned with pain and joy
      07:15
      A naughty housemaid with ripped black pantyhose tried the thickest dildo into her sissy pussy and moaned with pain and joy
      Harinni
      3.5K views
    • Trans Girl plays with an 18 cm Dildo for the first time, Moans from pain but ends up liking it  Succubo16
      29:58
      Trans Girl plays with an 18 cm Dildo for the first time, Moans from pain but ends up liking it Succubo16
      LaRicura16
      11.4K views
    • Hung Ts Aakosha Bentley makes her sub scream in pain
      02:03
      Hung Ts Aakosha Bentley makes her sub scream in pain
      917.6K views
    • Hunter boyfriend gave the pain of in the bathroom
      21:53
      Hunter boyfriend gave the pain of in the bathroom
      Redroseromance
      2.2M views
    • She'll give him a sore ass and weak legs
      01:53
      She'll give him a sore ass and weak legs
      395.5K views
    • Sexy Asian Big Cock Shemale likes to fuck and give pain to big Ass Porn Star Magic Michel deep anal
      10:05
      Sexy Asian Big Cock Shemale likes to fuck and give pain to big Ass Porn Star Magic Michel deep anal
      Onlyfans
      104.5K views
    • The Sissy Pain Whore was ass fucked head down in a toilet. Alina The Whore got sissygasm and both her greedy holes got feeded
      10:53
      The Sissy Pain Whore was ass fucked head down in a toilet. Alina The Whore got sissygasm and both her greedy holes got feeded
      alinanightsky
      278.1K views
    • Pain Is Her Pleasure
      14:58
      Pain Is Her Pleasure
      kinkts
      1M views
    • Pain and pleasure, chastity and lust, Part 2
      01:15:02
      Pain and pleasure, chastity and lust, Part 2
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    • Pain Slut Kira
      36:28
      Pain Slut Kira
      FapHouse
      101.7K views
    • Pain and Pleasure  Part 2
      01:15:03
      Pain and Pleasure Part 2
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    • Pain and pleasure, chastity and lust,  Part 1
      51:35
      Pain and pleasure, chastity and lust, Part 1
      127.2K views
    • Transgender Pain Slut Strokes Off With Nipple Clamps For Whorish Reasons
      08:01
      Transgender Pain Slut Strokes Off With Nipple Clamps For Whorish Reasons
      Linzy19
      70.3K views
    • Compilation with Weekly Episodes from the pain whore Alina
      02:05
      Compilation with Weekly Episodes from the pain whore Alina
      alinanightsky
      65.7K views
    • Pleasure and pain 2
      26:26
      Pleasure and pain 2
      309K views
    • Blond angel tranny can't take this painal anymore
      07:11
      Blond angel tranny can't take this painal anymore
      93.7K views
    • DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
      02:37
      DGB07 - EXTREME PIERCED FINALLY DEEP ANALFISTING PAIN SCREAM
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    • Pleasure Pain Sissy
      03:14
      Pleasure Pain Sissy
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    • Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots
      17:38
      Self Bondage Pain Predicament - Sissy Maid Spiked Chastity Huge Dildo Ballet Boots
      Derek6699
      74.9K views
    • 116 min degrading of bdsm sissy pain whore Alina
      02:20
      116 min degrading of bdsm sissy pain whore Alina
      alinanightsky
      80.1K views
    • How to Give Pain and Pleasure to a Big Sissy Cock
      11:41
      How to Give Pain and Pleasure to a Big Sissy Cock
      MyLolaTrav
      58.3K views
    • Redhead Asian shemale all covered in pain gets fucked
      07:10
      Redhead Asian shemale all covered in pain gets fucked
      Extreme Ladyboys
      74.2K views
    • Slapping My Tits and Ass Like a Good Pain Slut
      08:55
      Slapping My Tits and Ass Like a Good Pain Slut
      FapHouse
      6.6K views
    • 25 min of abuse and hard use for the pain whore Alina
      03:04
      25 min of abuse and hard use for the pain whore Alina
      alinanightsky
      53.9K views
    • The sissy pain whore Alina show her skills in self-humiliation and deep throating with dildo
      02:55
      The sissy pain whore Alina show her skills in self-humiliation and deep throating with dildo
      alinanightsky
      28.9K views
    • Anal fist fuck faggot love to feel the pain in the ass
      18:18
      Anal fist fuck faggot love to feel the pain in the ass
      Nicole Montero
      144.3K views
    • slave for pain
      00:39
      slave for pain
      48.1K views
    • A desperate trap sissy pain whore asks a top man to take her as a sex slave and let him fuck her throat and ass
      01:34
      A desperate trap sissy pain whore asks a top man to take her as a sex slave and let him fuck her throat and ass
      alinanightsky
      41.7K views
    • Shemale painslut Ava Adora will cum -- incredible !
      28:19
      Shemale painslut Ava Adora will cum -- incredible !
      68.9K views
    • Finishing up with pain on my balls
      04:02
      Finishing up with pain on my balls
      17.4K views
    • Redhead asian trans all covered in pain ass fucked
      07:30
      Redhead asian trans all covered in pain ass fucked
      Extreme Ladyboys
      15.8K views
    • Sissy Nipple Cow Chastity Nipple Pump Electro Pain
      02:06
      Sissy Nipple Cow Chastity Nipple Pump Electro Pain
      Titten-Sau
      26.3K views
    • Pain and Pleasure
      51:35
      Pain and Pleasure
      91.2K views
    • Newest Scene Compilation (with new Stuff) incl. Anal, Gaping, Nipple Pain, Humiliation, Sissy, BDSM, Trans, Denise Humain
      13:53
      Newest Scene Compilation (with new Stuff) incl. Anal, Gaping, Nipple Pain, Humiliation, Sissy, BDSM, Trans, Denise Humain
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      3.4K views
    • Let her feel what Nipple Pain means. Let her suffer to her limit while we smile at her.
      13:59
      Let her feel what Nipple Pain means. Let her suffer to her limit while we smile at her.
      Denise Humain
      20.5K views
    • Pain free Kitty Kaiti..mega load
      02:13
      Pain free Kitty Kaiti..mega load
      87.4K views
    • Pain increases pleasure - even quite a bit
      03:19
      Pain increases pleasure - even quite a bit
      Alexia_mtf
      1.4K views
    • ANAL with PAIN
      01:18
      ANAL with PAIN
      80.2K views
    • Sissy slut in pain
      01:18
      Sissy slut in pain
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    • Sissy Maid - Pain & Pleasure Bondage
      14:55
      Sissy Maid - Pain & Pleasure Bondage
      Derek6699
      17.5K views
    • Chanel Santini Discovers She's a Pain Slut
      08:12
      Chanel Santini Discovers She's a Pain Slut
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      1.7K views
    • Pain gives me milk
      06:41
      Pain gives me milk
      Alexia_mtf
      1.2K views
    • Pleasure and pain
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      Pleasure and pain
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    • The Pressure of Pain and Punishment
      03:41
      The Pressure of Pain and Punishment
      BadGod
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    • Labor Pains
      01:23
      Labor Pains
      26K views
    • Kisses and pain in intimity
      18:35
      Kisses and pain in intimity
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    • Belted sissy pain-slut
      00:27
      Belted sissy pain-slut
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